Solid Polymer Derived From Ethylenically Unsaturated Reactant Only Patents (Class 521/31)
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Patent number: 4871778Abstract: The invention relates to a process for the production of a permselective flexible anion exchange membrane by application of a solution of a polymer containing polyvinylpyridine and/or a derivative thereof as anion exchanger to a carrier material and evaporation of the solvent. According to the invention, a solution of a copolymer of vinylpyridine and/or a derivative thereof and of a monomer, which does not form fixed ions either during the cross-linking reaction or in the electrolyte, or of a mixture of such monomers is applied to the carrier material, the film is subjected while moist to quaternization and the membrane formed is optionally removed from the carrier material. In preferred embodiments of the invention, the solution of the copolymer of vinylpyridine and the monomer additionally contains polyvinylbenzyl halide or a copolymer of vinylbenzyl halide and a monomer.Type: GrantFiled: July 30, 1987Date of Patent: October 3, 1989Assignee: Frauhofer-Gesellschaft zur Foderung der angewandten Forschung e.V.Inventor: Andreas Reiner
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Patent number: 4829093Abstract: The present invention provides an oil-containing resin having a flowability of not more than 45.degree. in terms of an angle of repose, which comprises a porous styrene-divinylbenzene copolymer and a liquid oil adsorbed on the copolymer, an oil-containing resin mixture in a paste form of the oil-containing resin and a liquid oil, and a composition of the oil-containing resin mixture in a paste form and a thermoplastic resin. Owing to a good flowability, the oil-containing resin has a good moldability, and also owing to a high oil content, a molding having distinguished sliding characteristics is obtained from the composition of the oil-containing resin mixture in a paste form and a thermoplastic resin.Type: GrantFiled: June 9, 1987Date of Patent: May 9, 1989Assignee: NOK CorporationInventors: Noritomo Matsukawa, Katsutoshi Ishioka
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Patent number: 4818774Abstract: Polyvalent cations (e.g., U(IV), Fe(III) can be extracted from aqueous solution using novel organophosphorus compounds of the formulas: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are selected from alkyl, alkoxyl, alkylaryl and alkylaryloxy groups having from 1 to 18 carbon atoms or hydroxyl;R.sup.3 is independently selected from substituted and unsubstituted alkyl and alkylaryl groups having 1 to about 18 carbon atoms or hydrogen;R.sup.4 is independently selected from alkyl and alkylaryl groups having 1 to about 18 carbon atoms; provided that the sum of the carbon atoms of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 groups is at least 15; andR.sup.5 is independently selected from substituted and unsubstituted alkyl and alkylaryl groups having 1 to about 18 carbon atoms or a polymeric group; provided that the sum of the carbon atoms of the R.sup.1, R.sup.2 and R.sup.5 groups is at least 16.Type: GrantFiled: March 10, 1986Date of Patent: April 4, 1989Assignee: Occidental Chemical CorporationInventor: Kenneth M. Kem
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Patent number: 4818773Abstract: New macroporous alkylaminophosphonic chelating resins which exhibit excellent mechanical stability and strength and good chemical stability are characterized by having an apparent density of 0.35 to 0.425 g/ml, a granulometry smaller than 0.8 mm, a water retention of 50 to 60 percent in the acid form, a porosity of 800 to 1100 mm.sup.3 g, a total theoretical capacity for the fixation of calcium ions of not greater than 31 g/l of resin in the sodium form and an osmotic resistance such that more than 90 percent of the beads are intact after 30 shocks. The high resistance to osmotic shock combined with an adequate exchange capacity exhibited by the new resins makes them particularly suitable for use in highly concentrated solutions, such as concentrated electrolytic brines.Type: GrantFiled: November 15, 1984Date of Patent: April 4, 1989Assignee: Rohm and Haas CompanyInventors: Michel A. G. Cornette, Jack Carbonel, Jacques E. A. Franc, Paul D. A. Grammont
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Patent number: 4804686Abstract: Cation-exchange support materials and methods for producing such materials are disclosed. In making the support materials, first a thin layer of an adsorbate comprising amine groups is adsorbed to an inorganic support material such as silica, alumina or titania. The adsorbed coating is then optionally crosslinked by a crosslinking agent such as epoxy resin or alkyl bromide. At least one amine group of the adsorbed crosslinked coating is then reacted, preferably in the presence of a proton scavenger, with an amount of a hydrophilic reagent sufficient to generate at least one carboxyl group. Alternatively, amine groups of the uncrosslinked adsorbed coating are reacted, preferably in the presence of a proton scavenger, with an amount of a hydrophilic polyfunctional reagent sufficient to simultaneously crosslink said coating and generate carboxyl groups.Type: GrantFiled: May 13, 1986Date of Patent: February 14, 1989Assignee: Purdue Research FoundationInventors: Frederick F. Regnier, William Kopaciewicz
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Patent number: 4797187Abstract: A novel composite membrane and methods of making the membrane are described. The discriminating layer of the membrane is prepared by reaction of a reactive cationic compound group with a compound bearing a nucleophilic moiety. At least one of the reactants bears an average of two or more reactive groups. The reaction product contains covalent bonds formed via charge eliminating reactions.In a preferred embodiment of the invention, the nucleophilic group is anionic and a coacervate is formed initially on a microporous substrate. The resulting membrane may be useful for reverse osmosis, gas or ultrafiltration separations.Type: GrantFiled: August 17, 1987Date of Patent: January 10, 1989Assignee: The Dow Chemical CompanyInventors: Thomas E. Davis, Donald L. Schmidt, Jee I. Kau, Ritchie A. Wessling, Sharon S. Whipple, Richard F. Fibiger, Dale M. Pickelman
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Patent number: 4781900Abstract: A process for purifying a gaseous mixture comprising arsine, phosphine, ammonia, and/or inert gases, to remove Lewis acid and/or oxidant impurities therefrom, comprising contacting the mixture with a scavenger including a support having associated therewith an anion which is effective to remove such impurities, such anion being selected from one or more members of the group consisting of: (i) carbanions whose corresponding protonated compounds have a pK.sub.a value of from about 22 to about 36; and (ii) anions formed by reaction of such carbanions with the primary component of the mixture.Type: GrantFiled: February 11, 1988Date of Patent: November 1, 1988Assignee: Advanced Technology Materials, Inc.Inventors: Glenn M. Tom, Duncan W. Brown
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Patent number: 4775651Abstract: Silanes are produced by the disproportionation and/or redistribution reaction of chlorosilanes using a novel catalyst having a longer life and consisting of a quaternary phosphonium salt bonded to an organic macromolecule or polymer, represented by the following general formula: ##STR1## wherein .circle.P.circle. is an organic macromolecule or polymer, A is a bridging group between phosphorus and the organic macromolecule or polymer, R.sup.1, R.sup.2 and R.sup.3 are selected from the group consisting of hydrogen, C.sub.1 -C.sub.20 alkyl groups and aralkyl groups such as benzyl and phenethyl groups, which can contain oxygen or halogen atoms, and X is a halogen atom.Type: GrantFiled: November 17, 1987Date of Patent: October 4, 1988Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Mamoru Tachikawa, Kazutoshi Takatsuna, Kouji Shiozawa, Yoshiharu Okumura, Takeo Koyama
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Patent number: 4774262Abstract: A water insoluble ion exchange resin having a crosslinked, three dimensional resin skeleton and an active group of the formula: ##STR1## wherein R is selected from the group consisting of hydrogen and an alkyl radical having 1-15 carbon atoms and having at most two branchings in the alkyl group, and A is a mono-, di-, or tri-substituted ethylene radical or mono- or di-substituted methylene radical, wherein the substituents are selected from the group consisting of an alkyl group having at most two branchings, hydroxy, an amino group and hydrogen and wherein A provides a link binding the active group to the resin skeleton.Type: GrantFiled: November 27, 1985Date of Patent: September 27, 1988Assignees: Minemet Recherche, Societe Nationale des Poudres et ExplosifsInventors: Pierre Blanquet, Francois Ricalens
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Patent number: 4761395Abstract: A process for purifying a gaseous mixture comprising arsine, phosphine, ammonia, and/or inert gases, to remove Lewis acid and/or oxidant impurities therefrom, comprising contacting the mixture with a scavenger including a support having associated therewith an anion which is effective to remove such impurities, such anion being selected from one or more members of the group consisting of: (i) carbanions whose corresponding protonated compounds have a pK.sub.a value of from about 22 to about 36; and (ii) anions formed by reaction of such carbanions with the primary component of the mixture.Type: GrantFiled: March 24, 1987Date of Patent: August 2, 1988Assignee: Advanced Technology Materials, Inc.Inventors: Glenn M. Tom, Duncan W. Brown
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Patent number: 4668709Abstract: This invention provides a highly porous crosslinked functionalised polymer having interconnected cavities of micron dimensions and having a pore volume greater than about 5.6 cc/g and having a capacity to absorb water and also to absorb saline solutions. The polymers are generally based on styrene or various acrylates or mixtures and have a functional group selected from a large range of ionic and polar compositions.Type: GrantFiled: June 26, 1986Date of Patent: May 26, 1987Assignee: Lever Brothers CompanyInventors: Keith Jones, Barry R. Lothian, Alexander Martin, Graham Taylor, Ziq Hao
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Patent number: 4664700Abstract: The specification discloses a method for the extraction of metal ions having a reduction potential of above about +0.3 from an aqueous solution. The method includes contacting the aqueous solution with a polymeric extractant having primary phosphinic acid groups, secondary phosphine oxide groups, or both phosphinic acid and phosphine oxide groups.Type: GrantFiled: June 13, 1986Date of Patent: May 12, 1987Assignee: University of Tennessee Research CorporationInventor: Spiro D. Alexandratos
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Patent number: 4626553Abstract: A cation exchange membrane of a fluorocarbon polymer containing pendant carboxylic acid and/or carboxylate groups, preferably having, at a predetermined ratio, pendant carboxylic acid and/or carboxylate groups and pendant sulfonic acid and/or sulfonate groups uniformly distributed therein, is produced by contacting with a reducing agent a fluorocarbon polymer containing pendant groups of the formula:--O(CF.sub.2).sub.m SO.sub.2 Xwherein X is a fluorine atom, a chlorine atom, a hydrogen atom, M or OM in which M represents a hydrogen atom, a metal atom or an ammonium group, and m is as defined above, and transforming the resultant to a film. An excellent double-layer type composite cation exchange membrane can be produced by laminating the above-mentioned membrane having pendant carboxylic acid and/or carboxylate groups and pendant sulfonic acid and/or sulfonate groups on a membrane of a fluorocarbon polymer containing pendant sulfonic acid and/or sulfonate groups.Type: GrantFiled: April 29, 1985Date of Patent: December 2, 1986Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Toshioki Hane, Jukichi Ohmura
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Patent number: 4614751Abstract: Weak acid type cation exchange resins are prepared by subjecting to caustic hydrolysis a copolymer comprising in polymerized form a major amount of an acrylate monomer which is hydrolyzable under caustic conditions; a minor amount of an acrylate monomer which has a less hydrolyzable character than the hydrolyzable monomer, and an effective amount of a crosslinking monomer. For example, copolymers prepared from methyl acrylate, butyl acrylate and divinylbenzene. The resin beads so prepared exhibit increased resistance to osmotic shock.Type: GrantFiled: January 28, 1985Date of Patent: September 30, 1986Assignee: The Dow Chemical CompanyInventor: Yohannes Chonde
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Patent number: 4604270Abstract: Lewis acid and oxidant impurities are removed from inert fluids by contacting with a high capacity macroreticulate polymer comprising a macroreticulate polymer backbone having a plurality of pendant functional groups or mixtures of functional groups having the general formula: ##STR1## where Ar is an aromatic hydrocarbon radical containing from one to three rings; R.sub.1 and R.sub.2 are the same or different and are selected from the group consisting of hydrogen, alkyl hydrocarbon radicals, methylene-bridged benzophenone radicals, salts of methylene-bridged benzophenone, methylene-bridged fluorenone radicals and salts of methylene-bridged fluorenone; and M is selected from the group consisting of lithium, potassium, sodium, alkyl magnesium, and alkyl zinc.Type: GrantFiled: July 31, 1985Date of Patent: August 5, 1986Assignee: Hercules IncorporatedInventor: Glenn M. Tom
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Patent number: 4603148Abstract: Lewis acid and oxidant impurities are removed from inert fluids by contacting with a high capacity macroreticulate polymer comprising a macroreticulate polymer backbone having a plurality of pendant functional groups or mixtures of functional groups having the general formula: ##STR1## where Ar is an aromatic hydrocarbon radical containing from one to three rings; R.sub.1 and R.sub.2 are the same or different and are selected from the group consisting of hydrogen, alkyl hydrocarbon radicals, methylene-bridged benzophenone radicals, salts of methylene-bridged benzophenone, methylene-bridged fluorenone radicals and salts of methylene-bridged fluorenone; and M is selected from the group consisting of lithium, potassium, sodium, alkyl magnesium, and alkyl zinc.Type: GrantFiled: September 28, 1984Date of Patent: July 29, 1986Assignee: Hercules IncorporatedInventor: Glenn M. Tom
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Patent number: 4602045Abstract: Process of radiation graft polymerizing a fluorinated unsaturated carboxylic acid monomer to a fluoropolymeric permselective membrane in order to improve its performance when used in an electrolysis cell.Type: GrantFiled: May 9, 1985Date of Patent: July 22, 1986Assignee: ICI Australia LimitedInventors: Michael V. Markus, George H. Barnett
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Patent number: 4595704Abstract: Partially neutralize a strong-acid cation-exchange resin in acid form using an N-(2-mercaptoalkyl)amide in the presence of water.Type: GrantFiled: August 13, 1984Date of Patent: June 17, 1986Assignee: The Dow Chemical CompanyInventor: Michael J. Fazio
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Patent number: 4594361Abstract: Polybromide resin beads for disinfecting potable water are stabilized as to bromide content by:(A) initially charging excess bromine into an aqueous slurry of quaternary ammonium amine exchange resin beads;(B) removing external moisture to provide moist sticky beads;(C) passing gaseous drying agent at controlled temperature and velocity effective to gradually remove internal moisture and excess bromine; and(D) continuing the gradual drying until dry, free-flowing beads having less than 5% water and 17 to 47% bromine are obtained.Type: GrantFiled: November 26, 1984Date of Patent: June 10, 1986Assignee: Everpure, Inc.Inventors: William H. Beauman, Dean J. Jarog, Steven H. Micklin
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Patent number: 4585800Abstract: Anion exchange resins having improved anion capacity are prepared using an improved process whereby the reaction medium can be re-employed. The process comprises contacting a haloalkylated copolymer particle with a compound capable of displacing the halogen of the haloalkyl functionality (e.g., dimethylamine) in a reaction medium (e.g., water). Optionally, an ionizable electrolyte is incorporated into the reaction medium. After preparation of anion exchange resins, the reaction medium containing ionizable electrolyte is re-employed in preparing anion exchange resins.Type: GrantFiled: May 23, 1984Date of Patent: April 29, 1986Assignee: The Dow Chemical CompanyInventors: Sheldon H. Messing, Marylu B. Gibbs, Alan C. Kott
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Patent number: 4568700Abstract: There is provided a process for the production of halomethylating agents which are of low volatility; and a process for the halomethylation of aromatic substrates and aromatic polymeric substances. Among products produced from the halomethylaryl polymers there are anion exchange resins.Type: GrantFiled: August 22, 1983Date of Patent: February 4, 1986Assignee: Yeda Research and Development Co. Ltd.Inventors: Abraham Warshawsky, Abraham Deshe
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Patent number: 4565832Abstract: The present invention relates to a process for producing a packing material for use in liquid chromatography which comprises aqueous suspension polymerizing vinyl acetate, a (meth)acrylic acid ester or a glycidyl monovinyl ester or ether with a monomer mixture composed mainly of a cross-linking monomer in the presence of a diluent selected from among epichlorohydrin and glycidyl ethers and thereafter removing it from the resulting polymer particles by ring-opening the epoxy groups in said diluent. This process provides a packing material for use in liquid chromatography which is uniform and porous and moreover is excellent in mechanical strength.Type: GrantFiled: November 30, 1984Date of Patent: January 21, 1986Assignee: Japan Exlan Company LimitedInventors: Toshiyuki Kobashi, Shoyo Takagi, Hideo Naka
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Patent number: 4564644Abstract: A process for preparing copolymer beads suitable for conversion to ion exchange resins, comprising forming a polymeric matrix containing a plurality of free radicals, and continuously adding to said matrix, under conditions suitable for polymerizing a monomer feed which is imbibed by and polymerized within the matrices. Ion exchange resins prepared from beads made by such process exhibit improved osmotic and mechanical properties.Type: GrantFiled: June 22, 1983Date of Patent: January 14, 1986Assignee: The Dow Chemical CompanyInventor: William I. Harris
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Patent number: 4563371Abstract: The metallization of porous solid bodies, such as, for example, ion exchange materials, by loading the surfaces of the metal-free substrates with transition metal ions and subsequently treating them with reducing agents can be improved by activating the substrates, before or after the loading with metal ions, with elements of group 1 or 8 of the periodic table or compounds thereof and sensitizing any activating ions still present. The metallization products are useful hydrogenation catalysts.Type: GrantFiled: December 23, 1983Date of Patent: January 7, 1986Assignee: Bayer AktiengesellschaftInventors: Kirkor Sirinyan, Peter M. Lange, Rudolf Merten, Alfred Mitschker
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Patent number: 4560704Abstract: Bonded phase chromatography is disclosed wherein an organosilane reacts with a polyamine to form a support matrix which is attached to the inorganic surface of a support structure. In forming an organic polyamine support matrix, a neutral organosilane is bonded to the inorganic surface with the organosilane having a functional group sufficiently reactive so that an organic amine polymer reacts with the functional group to cause covalent bonding of the organic amine polymer to the inorganic surface. By addition of an organic stationary phase group, the organic polyamine support matrix is formed into any predetermined one of a plurality of types of chromatography supports.Type: GrantFiled: November 12, 1982Date of Patent: December 24, 1985Assignee: Purdue Research FoundationInventors: Frederick E. Regnier, Shri P. Gupta
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Process for the production of a cation exchange diaphragm and the diaphragm obtained by this process
Patent number: 4537668Abstract: Cation exchanger diaphragm which can in particular be used as a solid electrolyte.This diaphragm comprises a grafted copolymer film, particularly polyethylene grafted by styrene and has an exchange capacity exceeding 0.5 meq/g, a resistivity below 100.OMEGA..cm, a swelling in water exceeding 30% compared with the dry mass and a permeability relative to oxygen and hydrogen such that in the electrolysis of water these two gases are obtained with a purity level exceeding 98%.Type: GrantFiled: June 10, 1981Date of Patent: August 27, 1985Assignee: Commissariat a l'Energie AtomiqueInventors: Gilbert Gaussens, Francis Lemaire -
Patent number: 4522952Abstract: The present invention relates to a process for preparation of a highly fluorinated polymer by converting a polymer containing the recurring unit R--S'--X.sub.m, in which R denotes a base unit forming the matrix, X denotes identical or different functional groups, with the exception of halogen, and S' is an aromatic or araliphatic radical with m+1 free valencies, m being at least 1, into a highly fluorinated polymer by fluorination with elementary fluorine. The process is particularly useful for the preparation of cation exchangers, such as those which contain the unit ##STR1## in which C.sub.6 F.sub.10 represents a perfluorinated cyclohexyl ring.Type: GrantFiled: November 8, 1983Date of Patent: June 11, 1985Assignee: Hoechst AktiengesellschaftInventors: Joachim Klein, Hartmut Widdecke, Frank Doscher, Fritz Pohl
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Patent number: 4500396Abstract: A method is described for metal recovery from basic ammoniated metal solutions by means of a weakly-acidic cation-exchange material comprising a polymeric felt incorporating radiation-grafted monomers comprising carboxylic acid functional groups.Type: GrantFiled: January 26, 1984Date of Patent: February 19, 1985Inventors: Vincent F. D'Agostino, Joseph Y. Lee, Stephen Zapisek, George Schore
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Patent number: 4481306Abstract: A process of preparing cation exchange resins by radiation grafting with copolymerization onto a perhalogenated fluorine-containing hydrocarbon polymer at least one functional monomer of formulaCF.sub.2 .dbd.CF(CF.sub.2).sub.n A orCF.sub.2 .dbd.CF-O(CFX-CFX).sub.m Aand at least one non-functional monomer of formula CF.sub.2 .dbd.CFY, and optionally in the presence of a polymerization inhibitor and a chain transfer agent.Type: GrantFiled: March 25, 1983Date of Patent: November 6, 1984Assignee: ICI Australia LimitedInventors: Michael V. Markus, George H. Barnett
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Patent number: 4474899Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or C.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.Type: GrantFiled: December 27, 1983Date of Patent: October 2, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4451582Abstract: A process for the preparation of insoluble, only slightly swellable, granular polymers of basic vinyl-heterocyclic compounds and of their copolymers with up to 30% by weight of copolymerizable monomers and 0.1-10% by weight of crosslinking agent by exclusion of (atmospheric) oxygen from the mixture of monomer and crosslinking agent, without addition of any initiator or catalyst, and the use of the polymers obtained as ion exchangers, adsorbents and carriers for proteins.Type: GrantFiled: March 4, 1983Date of Patent: May 29, 1984Assignee: BASF AktiengesellschaftInventors: Walter Denzinger, Hans-Helmut Goertz, Axel Sanner, Heinrich Hartmann
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Patent number: 4442231Abstract: An aminophosphonic acid chelate resin, prepared by reacting an amino resin having amine-reactive groups (A) with an amino compound having one or more primary and/or secondary amino groups (B) to produce an aminated resin and subsequently reacting thus produced aminated resin with an alkylphosphonation agent (C), shows excellent adsorption ability of metal ions having low atomic weights such as calcium ions, magnesium ions, etc., when applied to a solution having high salt concentration.Type: GrantFiled: April 16, 1982Date of Patent: April 10, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Yushin Kataoka, Masaaki Matsuda, Masaru Kamoda
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Patent number: 4439545Abstract: The invention relates to new reticulated statistic acrylic copolymers that may be used in a very wide range of solvents (water, methylene chloride, chloroform, methanol, ethanol, dimethylformamide, pyridine,) stable between pH 1 and pH 14, to preparation process thereof and to their use in ion exchange chromatography.Type: GrantFiled: November 10, 1982Date of Patent: March 27, 1984Assignee: Societe d "Expansion Scientifique "Expansia"Inventors: Christian Aspisi, Bernard Calas, Jacques Daunis, Michel Follet, Robert Jacquier, Joseph Parello
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Patent number: 4431785Abstract: Hard, infusible, discrete beads of crosslinked copolymer are prepared by free-radical catalyzed polymerization of a monomer mixture in aqueous dispersion wherein a minor amount of a modifier, specifically an organic compound containing acetylenic or allylic unsaturation having the ability to moderate the rate of polymerization, is incorporated in the monomer mixture. Ion exchange resins having improved mechanical strength are obtained by attaching functional groups to the copolymer.Type: GrantFiled: January 16, 1981Date of Patent: February 14, 1984Assignee: Rohm and Haas CompanyInventors: Thomas J. Howell, William G. Paterson, Ian Pattison
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Patent number: 4430311Abstract: Formation of hydrous alumina in the reticules of a weak-base anion exchange resin, wherein AlCl.sub.3 has been precipitated as hydrous alumina by reaction with ammonia, is improved by employing a subsequent treatment with HCl or with NH.sub.4 Cl and HCl to convert the exchange resin to the chloride form, thereby increasing the reticular volume of the resin, thus permitting subsequent precipitation of additional hydrous alumina therein.Type: GrantFiled: April 22, 1983Date of Patent: February 7, 1984Assignee: The Dow Chemical Co.Inventors: John M. Lee, William C. Bauman
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Patent number: 4427793Abstract: Linear addition polymer beads having repeating units of vinylbenzyl alcohol and at least one other structure different from vinylbenzyl alcohol, wherein the vinylbenzyl alcohol units comprise at least 0.5% by weight of the linear polymer, and thermally crosslinked derivatives thereof. The beads are thermally crosslinked by heating during formation thereof or thereafter in the presence of a free radical initiator, such that benzylic methylene or benzyloxy crosslinks are formed between aromatic rings of the vinylbenzyl alcohol units, and between the vinylbenzyl alcohol units and other active sites in the polymer. The linear addition polymers may be formed directly from vinylbenzyl alcohol monomer and at least one other monomer, or indirectly by hydrolysis of vinylbenzyl chloride during linear polymer formation therefrom. The crosslinked products are useful as adsorbents, hydrogels and as intermediates in the preparation of other adsorbents, ion exchange resins, catalysts and slow release agents.Type: GrantFiled: February 7, 1983Date of Patent: January 24, 1984Assignee: Rohm and Haas CompanyInventors: Samuel F. Reed, David L. Hundermark
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Patent number: 4421865Abstract: A method of obtaining deuterated compounds from compounds having an abstractable proton comprises contacting the proton-containing compound with a porous ion exchange resin which contains at least some deuterons. The reverse process of substituting protons for deuterons in deuterated compounds is also described. Highly pure products can be obtained.Type: GrantFiled: June 8, 1981Date of Patent: December 20, 1983Assignee: Standard Oil Company (Sohio)Inventor: Jacob Shen
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Patent number: 4420590Abstract: Novel strongly basic anion-exchange resins substantially loaded with controlled relative proportions of iodide-bromide polyhalides whereby, when water is passed therethrough which is contaminated with bacteria, potable drinkable water is obtained for safe and effective usage in public water supply systems for relatively prolonged periods of time.Type: GrantFiled: April 6, 1981Date of Patent: December 13, 1983Assignee: Halex, Inc.Inventor: William J. Gartner
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Patent number: 4415679Abstract: A process for preparing a fluorinated polymer having carboxylic ester groups from a corresponding polymer having carboxylic acid groups is disclosed, wherein the polymer having carboxylic acid groups is treated with a selected ortho ester, acetal, ketal, borate ester or sulfite ester. The process is useful for assuring that all of the carboxylate groups of a polymer are in the ester form before an extrusion or lamination procedure, both of which are performed with heat and pressure, so as to preclude decarboxylation of free carboxylic acid groups during such procedure.Type: GrantFiled: October 26, 1981Date of Patent: November 15, 1983Assignee: E. I. Du Pont de Nemours & Co.Inventor: Walther G. Grot
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Patent number: 4399235Abstract: High density, ion exchange resins having excellent integrity are prepared from cross-linked, aromatic polymers which have been halogenated in the presence of an organic liquid having a sufficiently high dielectric constant to prevent substantial halogenation of the polymer backbone such as various organic nucleophiles having a free electron pair associated with a nonhalogen atom, e.g., ethanol or dimethylformamide. For example, a cross-linked polystyrene which has been brominated in methylene chloride containing a small amount of ethanol can subsequently be chloromethylated and aminated to form a high density anion exchange resin useful in removing anions from thick slurries such as those employed in uranium recovery.Type: GrantFiled: May 11, 1981Date of Patent: August 16, 1983Assignee: The Dow Chemical CompanyInventors: Charles F. Raley, Jr., Edward R. Husser
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Patent number: 4385130Abstract: A cation exchange resin, suitable for use as a membrane in electrolysis cells, comprising a perhalogenated fluorine containing hydrocarbon polymeric substrate with pendant active side chains containing dicarboxylic acid groups or their derivatives, and method of preparation thereof.Type: GrantFiled: December 15, 1980Date of Patent: May 24, 1983Assignee: ICI Australia LimitedInventors: Tadeusz F. Molinski, Michael V. Markus
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Patent number: 4381350Abstract: A process for obtaining a dense ion-exchange anionic resin and the product so obtained. The resin is of the type based on a co-polymer of styrene and divinylbenzene. The process involves a liquid phase treatment comprising contacting the resin with bromide in a liquid phase and simultaneously charging the liquid phase with gaseous chlorine while in contact with the resin for reaction to provide a styrene divinylbenzene copolymer ion-exchange anionic resin containing bromine and chlorine groups.Type: GrantFiled: November 26, 1979Date of Patent: April 26, 1983Assignee: Uranium Pechiney Ugine KuhlmannInventors: Edouard Grimaud, Maurice Troussier
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Patent number: 4381349Abstract: Formation of hydrous alumina in the reticules of a weak-base anion exchange resin, wherein AlCl.sub.3 has been precipitated as hydrous alumina by reaction with ammonia, is improved by employing a subsequent treatment with HCl or with NH.sub.4 Cl and HCl to convert the exchange resin to the chloride form, thereby increasing the reticular volume of the resin, thus permitting subsequent precipitation of additional hydrous alumina therein.Type: GrantFiled: November 19, 1979Date of Patent: April 26, 1983Assignee: The Dow Chemical CompanyInventors: John M. Lee, William C. Bauman
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Patent number: 4375519Abstract: Hard, infusible, discrete beads of crosslinked copolymer are prepared by free-radical catalyzed polymerization of a monomer mixture in aqueous dispersion wherein a minor amount of a modifier, specifically an organic compound containing acetylenic or allylic unsaturation having the ability to moderate the rate of polymerization, is incorporated in the monomer mixture. Ion exchange resins having improved mechanical strength are obtained by attaching functional groups to the copolymer.Type: GrantFiled: September 22, 1980Date of Patent: March 1, 1983Assignee: Rohm and Haas CompanyInventors: Thomas J. Howell, William G. Paterson, Ian Pattison
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Patent number: 4374720Abstract: The reaction of glycidyl methacrylate (GMA) with an ionogenic methacrylate ester containing amine groups of the tertiary type such as dimethylaminoethyl methacrylate (DMAEMA) in the presence of an acidic water solution produces a new and novel water soluble, ionic, cross-linking, methacrylate bifunctional monomer which is useful in the manufacture of anion exchange polymers while employing an aqueous solvent system.Type: GrantFiled: August 21, 1981Date of Patent: February 22, 1983Assignee: Ionics, IncorporatedInventor: Russell J. MacDonald
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Patent number: 4368277Abstract: A porous open-cell filled reactive material containing a polymeric matrix of foamed polyvinylformal or foamed polyurethane and a finely-divided oxidation-reduction reactive fiber as a filler in an amount of from 10 to 80% by mass of the final material. The oxidation-reduction properties of the fibers are ensured through the use of oxidation-reduction agents which are covalently bonded with the fiber. As the oxidation-reduction agents use is made of the following compounds: polyhydric phenols, anthraquinones, naphthoquinones, phenothiazine dyestuffs. The oxidation-reduction fibers also comprise metal-containing fibers based on polyvinyl alcohol, cellulose-regenerated fibers, acetate cellulose or polyacrylic polymers.Type: GrantFiled: May 2, 1980Date of Patent: January 11, 1983Inventors: Stanislav V. Burinsky, Leonard A. Volf, Sasho P. Alexandrov
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Patent number: 4361497Abstract: Polymeric catalysts containing groups of the general formula: [--(C.sub.5 R.sub.4)Me(CO).sub.x L.sub.y ].sub.z, wherein (C.sub.5 R.sub.4) is a sustituted or unsubstituted cyclopentadiene group; Me is a transition metal; and L is alkyl or aryl phosphine, alkyl phosphite, nitrosyl, allyl, SnCl.sub.3, halogen or hydrogen. Such groups are bound to polymeric carriers such as polystyrene-based copolymers, silica gel or silicate glass. Processes for preparing such catalysts and methods for their use are also disclosed.Type: GrantFiled: June 15, 1978Date of Patent: November 30, 1982Assignee: Hans H. BrintzingerInventors: Manfred Boldt, Giuseppe Gubitosa, Hans H. Brintzinger, Ferdinand Wild
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Patent number: 4351922Abstract: A highly water-absorbing but less water-soluble hydrogel is produced by polymerizing at least one hydrophilic ethylenically unsaturated monomer, e.g., ethylenically unsaturated carboxylic acid, ethylenically unsaturated sulfonic acid, or derivatives thereof, in the presence of a specific difunctional compound, e.g., polyethyleneglycol diglycidyl ether, polyethyleneglycol diacrylate, etc.Type: GrantFiled: August 19, 1980Date of Patent: September 28, 1982Assignee: Showa Denko Kabushiki KaishaInventors: Tooru Yoshida, Seigo Iwagami, Takashi Ueshima, Yoshikazu Hosoda
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Patent number: 4350773Abstract: A weakly acidic cation exchange resin which is obtainable by a reaction of glyoxylic acid and a polyvinyl alcohol cross-linked by cross-linking groups each containing two or more carbon atoms, and has an exchange capacity of 3 meq/g or greater and a swelling volume of 10 ml/g or smaller, as well as a process for producing such cation exchange resin.Type: GrantFiled: July 6, 1981Date of Patent: September 21, 1982Assignee: Mitsubishi Chemical Industries, LimitedInventors: Takaharu Itagaki, Hidenaga Ouchi
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Patent number: 4340680Abstract: A cation exchange membrane of a fluorinated polymer for an electrolysis comprises a structure of a copolymer of a fluorinated olefin and a fluorovinyl compound having the formulaCF.sub.2 .dbd.CX--(OCF.sub.2 CFY).sub.l (O).sub.m (CFY').sub.n COOMwherein X represents --F or --CF.sub.3 ; Y and Y' respectively represents --F or a C.sub.1 -C.sub.10 perfluoroalkyl group; l is 0 to 3; m is 0 or 1; n is 0 to 12 and M represents hydrogen atom or an alkali metal atom; and a modified surface layer of said cation exchange membrane in an anode side which has --SO.sub.3 M groups formed by converting --COOM groups.Type: GrantFiled: July 23, 1980Date of Patent: July 20, 1982Assignee: Asahi Glass Company, LimitedInventors: Tatsuro Asawa, Masaaki Yamabe, Haruhisa Miyake